House vacation rentals in Islip

Home in Westhampton Beach

The seating area features a dark leather sofa and a light armchair arranged around a glass coffee table. A woven area rug lays on the wooden floor, and a fireplace with a white mantel is positioned on the wall. Natural light fills the space through adjacent windows.

4.67 out of 5 average rating, 3 reviews

Short walk to whb main street

Keep it simple at this peaceful and centrally-located place. This home is the main house of a two home property. Both homes are available for booking together under "Summer Main House plus cottage close to Main Street". Beautifully appointed home with three+ bedrooms and three bathrooms. Walk to houses of worship. Large patio and pergola for gathering and a barbeque and outdoor shower for after a day at the beach. Note: The cottage at the back of the property may also be available for rent

4.9 out of 5 average rating, 61 reviews

A bright living room showcases a light-toned leather sofa set arranged around a marble coffee table. Large windows allow natural light to fill the space, framed by soft curtains. A television is mounted on the wall, and a decorative wreath adds a seasonal touch.

Home in Port Washington

Comfortable Entire House for rent. 4 bed, 3 baths

Spacious Entire Home! 4 bedrooms, 3 Baths, 4 car driveway, Hi speed WiFi, 70", (2)65" and 55" entertainment center, eat-in kitchen, living room, family room, dining room, jacuzzi with outdoor furniture in a private cul de sac. Pellegrino, Arizona, Starbucks, Dunkin, imported coffees and tea. Walking distance to the ocean, train, shops, tennis & golfing. This home, with modern comforts, is the perfect home-away-from-home for couples or families looking for a peaceful getaway right outside of NYC

4.87 out of 5 average rating, 23 reviews

Home in Riverhead

The Perfect Bay House Escape

Escape to the perfect summer rental in the Township of Southampton, just a block away from the community beach and convenient access to the bay for boaters. This beautifully renovated 3-bedroom, 2-bath retreat features a tv room loft with sleeper sofa , enclosed porch, cozy fireplace, state-of-the-art appliances, deck for family gatherings, fire pit, and the added bonus of being only steps away from the beach! Embrace the ultimate summer getaway at this stylish rental, perfect for group trips.

4.95 out of 5 average rating, 103 reviews

A single-story brick house is set amidst a lush green lawn, framed by colorful flowers and bushes. A pathway leads to the front entrance, with a chimney visible on the right side. Tall trees provide shade in the background under a clear blue sky.

Home in North Fork

Walk to Vineyards, Beach, Restaurants • Sleeps 8

• Spacious 3 BR house in heart of Jamesport - includes King, Queen & 2 twin beds. Queen air mattress also available. • Great for family vacations, weekend getaways & local weddings. • Clean sheets, pillows, fresh towels & toiletries. • Backyard complete w/ outdoor bbq, fire pit, hammock & patio seating. • Cook in open kitchen fully equipped w/ dishes, utensils, spices, pots & pans; eat local ingredients from nearby farms & markets. • Indoor & outdoor dining tables seat up to 8 guests.

4.94 out of 5 average rating, 114 reviews

A spacious outdoor yard is featured, surrounded by trees and greenery. White lounge chairs and a small table are positioned on the grassy area, inviting relaxation. A hammock is visible in the background, adding to the tranquil outdoor setting.

Home in Northport

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

4.85 out of 5 average rating, 133 reviews

A cozy living area features a large sectional sofa with decorative cushions, complemented by a plush armchair. Natural light is invited through two front windows, while a coffee table sits at the center, surrounded by green plants and framed art on the walls.

Home in Baldwin

Clarissa's Paradise

RESERVE NOW: This ideally located five-bedroom totally renovated home is the perfect spot for a family fun vacation. Located within walking distance of the well known playground and spray ground. The home features a spacious patio, central air conditioning, baseboard heating, WiFi, and Cable tv. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. 4 full bathrooms . Sleeps 10. PLEASE NO PARTIES ARE STRICKLY PROHIBITED

5 out of 5 average rating, 43 reviews

A scenic view of sandy dunes is presented, dotted with green grass and leading up to nearby beach houses. A wooden walkway is visible, providing access to the beach area. The sky is clear and blue, enhancing the bright coastal atmosphere.

Home in Ocean Beach

Sunny Spacious Pet Friendly Steps from the Beach

This ideally located four-bedroom home is the perfect spot for your family's vacation. The home features a spacious deck, central air conditioning, WiFi, 4 Smart TV's, a Sonos sound system and YouTube TV. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. There are 2 full bathrooms as well as an outdoor shower. Fully equipped including beach chairs, towels, 5 bikes, 2 wagons and beach toys for the kids. Sleeps 10.

4.8 out of 5 average rating, 198 reviews

A charming house is seen set among lush green trees, showcasing a light gray exterior. The front porch, framed by a wooden railing, invites relaxation. A white brick chimney adds character to the roofline, and several windows allow natural light to brighten the interior.

Home in Darien

Convenient and Cozy Antique Cape

Adorable little house in Darien CT, with a fireplace in winter and the beautiful local beaches in the summer. Right across from Trader Joe’s and around the corner from route 1 and Interstate 95, the little house is super convenient to local amenities. Probably the best perk of its central location is that it’s nestled behind Rorys, the best pub ever, so there’s no need to even cook if you are too busy or just don’t want to after working all day or a long day at the beach

4.88 out of 5 average rating, 102 reviews

A spacious living room features a large sectional sofa adorned with colorful cushions, offering comfort and relaxation. A sleek television is mounted on the wall, while natural light streams through wide windows, illuminating a wooden coffee table and a decorative fireplace in the corner.

Home in Mastic

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

4.83 out of 5 average rating, 155 reviews

A charming outdoor area is presented, featuring a comfortable circular chair and several bright green seating options arranged on a patio. Lush greenery surrounds the space, with flowering plants adding a touch of color and string lights overhead, creating a cozy atmosphere.

Home in Stamford

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

4.95 out of 5 average rating, 141 reviews

A cozy seating area features a large tent and two lounge chairs, accompanied by a shaded umbrella. Soft lighting creates a serene ambiance around the pool area, which is bordered by trees. Decorative rugs add warmth to the wooden deck.

Home in Mastic

Paradise Citadel hottub, Htd pool golf basketball

Welcome to summer 2025 at Paradise Citadel. Get ready to soak up the sun, swim in the sparkling pool, and explore all the amenities this property has to offer this summer. We're excited to host you in our property Feature, hottub, pool, putting green, Basketball court, firepits, volleyball net, pickball net. My wife and I can't wait for guests to explore this home and make memorable moments with their loved ones

Vacation rentals for every style

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Popular amenities for Islip house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 118 reviews

A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.

Home in Patchogue

Joyful Beach House, viewing The Great South Bay

4.93 out of 5 average rating, 123 reviews

A well-maintained backyard features a circular swimming pool surrounded by a wooden deck. The pool is filled with clear blue water, and steps lead into it. A deck railing provides safety while offering views of the surrounding greenery and the house in the background.

Home in Massapequa

Great Family Times in this 5 Bedroom House

4.93 out of 5 average rating, 523 reviews

An inviting outdoor area features a pool covered by a green safety cover. Several lounge chairs are arranged around the pool on a stone patio. A large tree provides shade, surrounded by well-maintained greenery and colorful bushes, creating a serene environment.

Home in Stony Brook

Spacious Studio Apartment- near SBU

4.94 out of 5 average rating, 127 reviews

The kitchen area features modern wooden cabinetry and black appliances, including a microwave and refrigerator. A view of the bright living space is captured through large sliding glass doors, which allow natural light to fill the open layout. A wooden dining table showcases a bowl of fresh fruit.

Home in Hampton Bays

Peaceful Retreat in Immaculate Architect’s House

4.96 out of 5 average rating, 247 reviews

A spacious outdoor pool is surrounded by a stone patio, nestled within a serene environment of tall trees. The pool features a diving board and is complemented by nearby planters. A main house can be seen in the background, enhancing the tranquil setting.

Home in Stamford

Midcentury Modern ZenHouse Sculptor Studio

4.99 out of 5 average rating, 134 reviews

A vibrant miniature golf course is illuminated with string lights, featuring a colorful triangular sailboat and a red-and-white lighthouse. The course meanders through a green lawn surrounded by whimsical decor and a playful atmosphere, enhancing the outdoor recreational space.

Home in Commack

GOOD VIBEZ HOUSE! Heated Pool~Hot Tub~GameRm~Golf!

4.93 out of 5 average rating, 120 reviews

A private swimming pool is surrounded by lush greenery, featuring landscaped areas with various plants. The pool's clear blue water reflects the sunlight, while the patio area is paved with bricks. A safety fence encloses the pool for added security.

Home in Port Jefferson

Port Jefferson Convenient, Cozy and Chic!

4.73 out of 5 average rating, 135 reviews

An in-ground pool is surrounded by a spacious paved area. Lounge chairs and umbrellas are strategically placed by the poolside. The backdrop features a white fence and a two-story house, creating a private and inviting outdoor setting.

Home in Massapequa

Private 1br apt/private entrance/inground pool

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Weekly house rentals

5 out of 5 average rating, 3 reviews

A modern kitchen is equipped with sleek cabinetry and a large island featuring four white stools. Pendant lights hang overhead, illuminating the counter space. A window offers a view of the outdoor deck, enhancing the bright, open feel of the room.

Home in Ocean Beach

Michigan Ave

4.79 out of 5 average rating, 106 reviews

Home in Hampton Bays

Private completely fenced in property. Near beach.

4.95 out of 5 average rating, 77 reviews

A spacious patio area is presented, featuring white and black outdoor chairs. Sliding glass doors provide access to the interior living space. The patio is bordered by white fencing, creating a comfortable outdoor retreat.

Home in Far Rockaway

Beach Front Escape - Rockaway Beach NYC

4.91 out of 5 average rating, 74 reviews

A spacious back deck is shown, featuring a large striped hammock and a bright picnic table. A charcoal grill and a gas grill are placed nearby, surrounded by potted plants. Seating areas include a shaded lounge space, inviting relaxation outdoors.

Home in Queens

LargePrivate guest suite in bayfront house

4.79 out of 5 average rating, 118 reviews

A spacious bedroom features a queen bed with striped bedding and a decorative red pillow. A large mirror is positioned against one wall, while minimalist decor includes vertical branches and wall-mounted leaves. Soft carpet covers the floor, creating a comfortable environment.

Home in Mineola

Home for Your Holiday!

4.88 out of 5 average rating, 8 reviews

A comfortable living room features an orange sofa accompanied by decorative pillows. A wall-mounted electric fireplace adds warmth, while a stylish clock is displayed above. Light wooden flooring complements the vibrant area rug, and a small beverage cart is visible in the background near a door.

Home in White Plains

Indigo Inn III -A Retro Modern Cove White Plains

4.9 out of 5 average rating, 51 reviews

The front exterior of the home features a charming porch with white pillars and a welcoming door adorned with a circular wreath. Bright yellow flowers and vibrant plants are arranged in decorative pots, complementing the manicured lawn and lush greenery.

Home in Syosset

Elegant, resort style, clean, north shore home

5 out of 5 average rating, 16 reviews

A single-story house is depicted, featuring a light exterior complemented by solar panels on the roof. The front yard showcases well-maintained greenery, with blooming shrubs adding bursts of color. A clear blue sky serves as a backdrop, enhancing the home's inviting appearance.

Home in Shirley

Hope Haven

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Private house rentals

4.84 out of 5 average rating, 134 reviews

A spacious backyard area features a sectional seating arrangement with neutral cushions under a large umbrella. A small table complements the seating, and a barbecue grill is visible nearby. The patio is bordered by a white fence and has a well-maintained lawn.

Home in Oceanside

Modern 2 bedroom — recently renovated in New York

4.83 out of 5 average rating, 192 reviews

A brick house entrance is framed by a decorative wrought iron gate and steps leading to a covered porch. Window awnings provide shelter, while mature plants line the path. Metal stairs and security features are evident, reflecting the building's secure entry.

Home in Central Brooklyn

2 Bedroom Guest Suite With Private Entrance

4.89 out of 5 average rating, 9 reviews

A cozy living area is shown, featuring a sectional sofa in a muted tone, positioned on soft carpeting. A large flat-screen TV is mounted on the wall, providing a focal point for entertainment, with warm lighting enhancing the inviting atmosphere.

Home in Franklin Square

Family Private House Long Island

4.72 out of 5 average rating, 74 reviews

A living area is shown featuring a black shelving unit with decorative items. A television is positioned on the shelf, displaying an animated show. A potted plant adds greenery beside the shelf, while a patterned rug covers the hardwood floor.

Home in Amityville

Cheerful 2-Bedroom Home With On Premises Parking

4.89 out of 5 average rating, 37 reviews

A mid-century modern house is nestled among vibrant autumn trees, showcasing a private pond in the foreground. A spacious deck extends from the house, offering a connection to nature with colorful foliage surrounding the property. Bright blue skies provide a contrasting backdrop.

Home in Norwalk

Entire House on Scenic Estate with Private Pond

4.96 out of 5 average rating, 185 reviews

A stone path leads through a lush green lawn, bordered by trees and shrubs, toward a charming, white guest house. The structure is set against a bright blue sky, emphasizing a serene and private outdoor space.

Home in Brookhaven

Beautiful & Independent Guest House near the water

4.72 out of 5 average rating, 29 reviews

A modern living area is showcased with a soft blue area rug underscoring a round coffee table. Two plush armchairs in blue and grey are positioned around the table. The space is illuminated by elegant overhead lighting, with a staircase visible in the background.

Home in Suffern

Peaceful Family Escape | Hikes & Garden Fun